3-(1-Hydroxyethyl)-5-methoxy-2-(2-oxopropyl)naphthalene-1,4-dione

Details

• Internal ID: db902d69-ce7b-4206-b756-27cc811942bc
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 3-(1-hydroxyethyl)-5-methoxy-2-(2-oxopropyl)naphthalene-1,4-dione
• InChI: InChI=1S/C16H16O5/c1-8(17)7-11-13(9(2)18)16(20)14-10(15(11)19)5-4-6-12(14)21-3/h4-6,9,18H,7H2,1-3H3
• InChI Key: QBHNGFXJGYIVTI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.7504	75.04%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7890	78.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9469	94.69%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5953	59.53%
P-glycoprotein inhibitior	-	0.9071	90.71%
P-glycoprotein substrate	-	0.6945	69.45%
CYP3A4 substrate	+	0.5360	53.60%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.7907	79.07%
CYP3A4 inhibition	-	0.6446	64.46%
CYP2C9 inhibition	-	0.6037	60.37%
CYP2C19 inhibition	+	0.5876	58.76%
CYP2D6 inhibition	-	0.7602	76.02%
CYP1A2 inhibition	+	0.7631	76.31%
CYP2C8 inhibition	-	0.8218	82.18%
CYP inhibitory promiscuity	+	0.7291	72.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8731	87.31%
Carcinogenicity (trinary)	Non-required	0.6127	61.27%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8061	80.61%
Skin irritation	-	0.7857	78.57%
Skin corrosion	-	0.9716	97.16%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6104	61.04%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7106	71.06%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7495	74.95%
Acute Oral Toxicity (c)	II	0.4038	40.38%
Estrogen receptor binding	+	0.6482	64.82%
Androgen receptor binding	-	0.6215	62.15%
Thyroid receptor binding	-	0.6980	69.80%
Glucocorticoid receptor binding	+	0.7191	71.91%
Aromatase binding	-	0.7126	71.26%
PPAR gamma	-	0.5158	51.58%
Honey bee toxicity	-	0.8616	86.16%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9903	99.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.96%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.17%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.02%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.61%	95.56%
CHEMBL2535	P11166	Glucose transporter	93.06%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.60%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.64%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.15%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.69%	96.38%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.55%	96.67%
CHEMBL1907	P15144	Aminopeptidase N	83.50%	93.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.37%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.72%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.19%	89.00%

Plants that contains it

• Eleutherine bulbosa

Cross-Links

• PubChem: 163021580
• LOTUS: LTS0115530
• wikiData: Q105217795